2-(2-nitrophenyl)-1H-imidazole

Base Information

• Chemical Name: 2-(2-nitrophenyl)-1H-imidazole
• CAS No.: 4205-06-5
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID30356269
• Wikidata: Q82135523
• ChEMBL ID: CHEMBL558484
• Mol file: 4205-06-5.mol

Synonyms:2-(2-nitrophenyl)imidazole;2-(2-nitrophenyl)-1H-imidazole;4205-06-5;2-(2-nitro-phenyl)-1H-imidazole;MFCD05863372;CHEMBL558484;SCHEMBL1303527;DTXSID30356269;NEJHPXADNMJLGB-UHFFFAOYSA-N;1h-imidazole,2-(2-nitrophenyl)-;AC1381;AKOS011106581;NCGC00374433-01;CS-11258;SY012465;CS-0452412;FT-0719223;A923940

Chemical Property of 2-(2-nitrophenyl)-1H-imidazole

Chemical Property:

• PSA: 74.50000
• LogP: 2.50810
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Nitrophenyl)imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC=CN2)[N+](=O)[O-]

Technology Process of 2-(2-nitrophenyl)-1H-imidazole

There total 7 articles about 2-(2-nitrophenyl)-1H-imidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

Glyoxal (131543-46-9,107-22-2) + 2-nitro-benzaldehyde (552-89-6) → 2-(2-nitrophenyl)-1H-imidazole (4205-06-5)

Guidance literature:

With ammonium hydroxide; In methanol; at 0 - 20 ℃; for 16h;

Reference yield: 44.31%

1H-imidazole (288-32-4) + 2-nitro-aniline (88-74-4) → 2-(2-nitrophenyl)-1H-imidazole (4205-06-5)

Guidance literature:

2-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 10 ℃;

1H-imidazole; With sodium acetate; at 5 - 20 ℃;

DOI:10.1016/j.ejmech.2008.08.010

Reference yield: 19.0%

glyoxal trimer dihydrate (4405-13-4) + 2-nitro-benzaldehyde (552-89-6) → 2-(2-nitrophenyl)-1H-imidazole (4205-06-5)

Guidance literature:

With ammonium acetate; In acetic acid;

DOI:10.1002/jhet.669

upstream raw materials:

nitrobenzene

2-Diazo-2H-imidazole

Glyoxal

2-nitro-benzaldehyde

Downstream raw materials:

2-(2-aminophenyl)-1H-imidazole

C₁₆H₁₀N₄O₅

C₁₆H₁₀BrN₃O₃

1-(4-nitrophenyl)-3-[2-(1H-imidazol-2-yl)phenyl]urea

Refernces

• 1、 Ganguly, Swastika,Mishra, Surbhi,Gupta, Ankita,Sankrityayan, Ira,Dev, Abhimanyu. "Synthesis, antimicrobial activities and binding mode analysis of some novel N-substituted imidazoles and nitroimidazoles". . p. 373 - 380. Retrieved 2019/01/21.
• 2、 Ganguly, Swastika,Nagaraj,Sriram. "Synthesis, antimycobacterial activities and Docking studies of some novel diaryl imidazoles targeted at mycobacterium tuberculosis P-45014DM". . p. 323 - 330. Retrieved 2013/09/24.